Electrophotographic organophotoreceptors with novel charge transport compounds
    3.
    发明授权
    Electrophotographic organophotoreceptors with novel charge transport compounds 失效
    具有新型电荷传输化合物的电子照相有机光感受器

    公开(公告)号:US06749978B2

    公开(公告)日:2004-06-15

    申请号:US10449554

    申请日:2003-05-30

    IPC分类号: G03G1502

    摘要: Charge transport compounds are described that have a multiple number of hydrazone-bridged heterocyclic groups (especially julolidine groups, carbazole groups, triarylamine groups and (N,N-disubstituted)arylamine groups such as dialkarylamine groups (e.g. dimethylphenylamine; methylethylphenylamine, dipropylphenylamine, ethylepropylphenylamine, ethylbutylnaphthylamine, etc.), alkyldiarylamine groups (e.g. methyldiphenylamino, ethyldiphenylamino, etc), and triarylamino groups (e.g., triphenyl amino, trinaphthylamino, etc)) connected by a central bridging group. An example of charge transport compounds are those having the following generic formula: (R—Q)n−Y  Formula I wherein R is selected from the group consisting of julolidine ring groups, carbazole ring groups, and and (N,N-disubstituted)arylamine groups; Q comprises an aromatic hydrazone linking group, such as Y comprises a bridging group between R—Q— groups, such as a bond, carbon atom, nitrogen atom, oxygen atom, sulfur atom, a methylene group; Z is an aryl group, preferably a phenyl group or naphthyl group; X is a linking group, preferably a methylene group, and for example having the formula —(CH2)m— (branched or linear), where m is an integer between 0 and 20, inclusive, and one or more of the methylene groups is optionally replaced by an oxygen atom, a carbonyl group, urethane, urea, an ester group, a —NR6 group, a CHR7 group, or a CR8R9 group where R6, R7, R8, and R9 are, independently, H, an alkyl group, or aryl group; and n is an integer between 2 and 6, inclusive. An organic photoreceptor includes that compound and (b) a charge generating compound; and (c) an electrically conductive substrate.

    摘要翻译: 描述了具有多个腙桥连杂环基团(特别是多洛兰组,咔唑基团,三芳基胺基团和(N,N-二取代的)芳基胺基团如二烷基芳基基团的电荷转运化合物(例如二甲基苯胺;甲基乙基苯基胺,二丙基苯胺,乙基丙基苯胺, 乙基丁基萘胺等),烷基二芳基胺基(例如甲基二苯基氨基,乙基二苯基氨基等)和三芳基氨基(例如三苯基氨基,三萘基氨基等))通过中心桥连基团连接。 电荷输送化合物的实例是具有以下通式的那些:其中R选自久洛瑞因环基,咔唑环基和(N,N-二取代的)芳基胺基; Q包括芳族腙连接基团 例如Y包括RQ-基团之间的桥连基团,例如键,碳原子,氮原子,氧原子,硫原子,亚甲基基团; Z是芳基,优选苯基或萘基; X是连接基团,优选亚甲基,例如具有式 - (CH 2)m - (支链或直链)的基团,其中m是0和20之间的整数,包括端值在内,一个或多个亚甲基是 任选地被氧原子,羰基,氨基甲酸酯,脲,酯基,-NR 6基,CHR 7基或CR 8 R 9基团取代,其中R 6,R 7,R 8和R 9独立地是H,烷基 ,或芳基; n为2〜6的整数。 有机感光体包括该化合物和(b)电荷产生化合物; 和(c)导电基板。

    Organophotoreceptor with charge transport material having a vinyl ether group
    4.
    发明授权
    Organophotoreceptor with charge transport material having a vinyl ether group 失效
    具有乙烯基醚基团的电荷传输材料的有机光感受器

    公开(公告)号:US07008743B2

    公开(公告)日:2006-03-07

    申请号:US10699039

    申请日:2003-10-31

    IPC分类号: G03G5/05 G03G15/10 C07C241/00

    摘要: Improved organophotoreceptor comprises an electrically conductive substrate and a photoconductive element on the electrically conductive substrate, the photoconductive element comprising: (a) a charge transport material having the formula where R1 and R2 are, independently, H, an alkyl group, an alkaryl group, or an aryl group; X is a linking group having the formula —(CH2)m—, branched or linear, where m is an integer between 1 and 20, inclusive, and one or more of the methylene groups is optionally replaced by O, S, C═O, O═S═O, a heterocyclic group, an aromatic group, urethane, urea, an ester group, a NR3 group, a CHR4 group, or a CR5R6 group where R3, R4, R5, and R6 are, independently, H, hydroxyl group, thiol group, an alkyl group, an alkyl group, a heterocyclic group, or an aryl group; V comprises a vinyl ether group; and Z comprises an (N,N-disubstituted)arylamine group, such as a carbazole group, a julolidine group, or a p-(N,N-disubstituted)arylamine group; and (b) a charge generating compound.

    摘要翻译: 改进的有机光感受器包括在导电衬底上的导电衬底和光电导元件,光电导元件包括:(a)具有下式的电荷传输材料:其中R 1和R 2, 独立地是H,烷基,烷芳基或芳基; X是具有下式的连接基团,其分支或直链,其中m是1至20的整数,包括1和20,并且一个或多个 的亚甲基任选被O,S,CO,OSO,杂环基,芳族基团,氨基甲酸酯,脲,酯基,NR 3基团,CHR 4 或其中R 3,R 4,R 4,R 4,R 5,R 5, R 5和R 6独立地是H,羟基,硫醇基,烷基,烷基,杂环基或芳基; V包括乙烯基醚基团; 和Z包括(N,N-二取代的)芳基胺基团,例如咔唑基,久洛尼定基团或对 - (N,N-二取代的)芳基胺基团; 和(b)电荷产生化合物。

    Organophotoreceptor with charge transport material having a vinyl ether group
    5.
    发明申请
    Organophotoreceptor with charge transport material having a vinyl ether group 失效
    具有乙烯基醚基团的电荷传输材料的有机光感受器

    公开(公告)号:US20050095517A1

    公开(公告)日:2005-05-05

    申请号:US10699039

    申请日:2003-10-31

    摘要: Improved organophotoreceptor comprises an electrically conductive substrate and a photoconductive element on the electrically conductive substrate, the photoconductive element comprising: (a) a charge transport material having the formula where R1 and R2 are, independently, H, an alkyl group, an alkaryl group, or an aryl group; X is a linking group having the formula —(CH2)m—, branched or linear, where m is an integer between 1 and 20, inclusive, and one or more of the methylene groups is optionally replaced by O, S, C═O, O═S═O, a heterocyclic group, an aromatic group, urethane, urea, an ester group, a NR3 group, a CHR4 group, or a CR5R6 group where R3, R4, R5, and R6 are, independently, H, hydroxyl group, thiol group, an alkyl group, an alkyl group, a heterocyclic group, or an aryl group; V comprises a vinyl ether group; and Z comprises an (N,N-disubstituted)arylamine group, such as a carbazole group, a julolidine group, or a p-(N,N-disubstituted)arylamine group; and (b) a charge generating compound.

    摘要翻译: 改进的有机光感受器包括在导电衬底上的导电衬底和光电导元件,光电导元件包括:(a)具有下式的电荷传输材料:其中R 1和R 2, 独立地是H,烷基,烷芳基或芳基; X是具有下式的连接基团,其分支或直链,其中m是1至20的整数,包括1和20,并且一个或多个 的亚甲基任选被O,S,CO,OSO,杂环基,芳族基团,氨基甲酸酯,脲,酯基,NR 3基团,CHR 4 或其中R 3,R 4,R 4,R 4,R 5,R 5, R 5和R 6独立地是H,羟基,硫醇基,烷基,烷基,杂环基或芳基; V包括乙烯基醚基团; 和Z包括(N,N-二取代的)芳基胺基团,例如咔唑基,久洛尼定基团或对 - (N,N-二取代的)芳基胺基团; 和(b)电荷产生化合物。

    Linked dihydrazone-based charge transport compounds
    6.
    发明申请
    Linked dihydrazone-based charge transport compounds 失效
    连接的腙基电荷输送化合物

    公开(公告)号:US20050058916A1

    公开(公告)日:2005-03-17

    申请号:US10663278

    申请日:2003-09-16

    摘要: Improved organophotoreceptors comprise: (a) a charge transport compound having the formula where n is an integer from 0 to 1; X is an (N,N-disubstituted)arylamine group; Ar is an aryl group or a heterocyclic group; A is a first linking group with the formula —(CH2)p— which can be branched or linear, where p is an integer from 3 to 20 inclusive and where one or more methylene groups can be optionally replaced by O, S, a carbonyl group, urethane, urea, an ester group, a —NR16 group, a CHR17 group, or a CR18R19 group where R16, R17, R18 and R19 are, independently, H, hydroxyl, thiol, an amine group, an alkyl group, an alkaryl group, an aryl group, or part of a ring; and B is a second linking group having the formula -Q-Z-Q′-, where Q and Q′ are, independently, O, S, or NR1, where R1 is an H, an alkyl group, an alkaryl group or an aryl group, and Z comprises a heterocyclic group; (b) a charge generating compound; and (c) an electrically conductive substrate over which said charge transport compound and said charge generating compound are located.

    摘要翻译: 改进的有机光感受体包括:(a)具有下式的电荷传输化合物,其中n是0至1的整数; X是(N,N-二取代)芳基胺基; Ar是芳基或杂环基; A是具有式 - (CH 2)p - 的第一连接基团,其可以是支链或直链的,其中p是3至20的整数,其中一个或多个亚甲基可以任选地被O,S, 基团,氨基甲酸酯,脲,酯基,-NR 16基,CHR 17基或CR 18 R 19基,其中R 16,R 17,R 18和R 19独立地是H,羟基,硫醇,胺基,烷基, 烷芳基,芳基或环的一部分; 并且B是具有式-QZ-Q'-的第二连接基团,其中Q和Q'独立地是O,S或NR 1,其中R 1是H,烷基,烷芳基或芳基 ,Z为杂环基; (b)电荷产生化合物; 和(c)所述电荷输送化合物和所述电荷产生化合物所位于的导电基底。

    Linked dihydrazone-based charge transport compounds
    7.
    发明授权
    Linked dihydrazone-based charge transport compounds 失效
    连接的腙基电荷输送化合物

    公开(公告)号:US07074532B2

    公开(公告)日:2006-07-11

    申请号:US10663278

    申请日:2003-09-16

    IPC分类号: G03G5/05

    摘要: Improved organophotoreceptors comprise: (a) a charge transport compound having the formula where n is an integer from 0 to 1; X is an (N,N-disubstituted)arylamine group; Ar is an aryl group or a heterocyclic group; A is a first linking group with the formula —(CH2)p— which can be branched or linear, where p is an integer from 3 to 20 inclusive and where one or more methylene groups can be optionally replaced by O, S, a carbonyl group, urethane, urea, an ester group, a —NR16 group, a CHR17 group, or a CR18R19 group where R16, R17, R18 and R19 are, independently, H, hydroxyl, thiol, an amine group, an alkyl group, an alkaryl group, an aryl group, or part of a ring; and B is a second linking group having the formula -Q-Z-Q′-, where Q and Q′ are, independently, O, S, or NR1, where R1 is an H, an alkyl group, an alkaryl group or an aryl group, and Z comprises a heterocyclic group; (b) a charge generating compound; and (c) an electrically conductive substrate over which said charge transport compound and said charge generating compound are located.

    摘要翻译: 改进的有机光感受体包括:(a)具有下式的电荷传输化合物,其中n是0至1的整数; X是(N,N-二取代)芳基胺基; Ar是芳基或杂环基; A是具有式 - (CH 2)2 - 的第一连接基团,其可以是支链或直链的,其中p是3至20的整数,其中一个 或更多的亚甲基可以任选地被O,S,羰基,氨基甲酸酯,脲,酯基,-NR 16基团,CHR 17基团, 或其中R 16,R 17,R 18,或C 18上的CR 18 R 14 和R 19独立地是H,羟基,硫醇,胺基,烷基,烷芳基,芳基或环的一部分; 并且B是具有式-QZ-Q'-的第二连接基团,其中Q和Q'独立地是O,S或NR 1,其中R 1 是H,烷基,烷芳基或芳基,Z包括杂环基; (b)电荷产生化合物; 和(c)所述电荷输送化合物和所述电荷产生化合物所位于的导电基底。

    Linked dihydrazone-based charge transport compounds
    8.
    发明申请
    Linked dihydrazone-based charge transport compounds 失效
    连接的腙基电荷输送化合物

    公开(公告)号:US20060127794A1

    公开(公告)日:2006-06-15

    申请号:US11274942

    申请日:2006-02-21

    IPC分类号: G03G15/10

    摘要: Improved organophotoreceptors comprise: (a) a charge transport compound having the formula where n is an integer from 0 to 1; X is an (N,N-disubstituted)arylamine group; Ar is an aryl group or a heterocyclic group; A is a first linking group with the formula —(CH2)p— which can be branched or linear, where p is an integer from 3 to 20 inclusive and where one or more methylene groups can be optionally replaced by O, S, a carbonyl group, urethane, urea, an ester group, a —NR21 group, a CHR22 group, or a CR23R24 group where R21, R22, R23 and R24 are, independently, H, hydroxyl, thiol, an amine group, an alkyl group, an alkaryl group, an aryl group, or part of a ring; and B is a second linking group having the formula -Q-Z-Q′-, where Q and Q′ are, independently, O, S, or NR1; wherein when Q or Q′ is NR1 or Q=O and Q′=S, Z comprises an aryl group, and wherein when Q=Q′=S or Q=Q′=O, Z comprises a multi-ring conjugated group or —Y—W—Y′— wherein Y and Y′ comprise, independently, an aryl group and W comprises a CR2R3 group; wherein R1 is hydrogen or comprises an alkyl group or an aryl group; R2 is a hydrogen or comprises an alkyl group, or an aryl group; and R3 comprises an alkyl group or an aryl group or may form a ring structure along with the R2 group; (b) a charge generating compound; and (c) an electrically conductive substrate over which said charge transport compound and said charge generating compound are located.

    摘要翻译: 改进的有机光感受体包括:(a)具有下式的电荷传输化合物,其中n是0至1的整数; X是(N,N-二取代)芳基胺基; Ar是芳基或杂环基; A是具有式 - (CH 2)2 - 的第一连接基团,其可以是支链或直链的,其中p是3至20的整数,其中一个 或更多个亚甲基可以任选地被O,S,羰基,氨基甲酸酯,脲,酯基,-NR 21基团,CHR 22基团, 或其中R 21,R 22,R 23,R 23,R 23,R 23, >和R 24独立地是H,羟基,硫醇,胺基,烷基,烷芳基,芳基或环的一部分; 并且B是具有式-Q-Z-Q'-的第二连接基团,其中Q和Q'独立地是O,S或NR 1; 其中当Q或Q'为NR 1或Q = O且Q'= S时,Z包括芳基,并且其中当Q = Q'= S或Q = Q'= O时,Z 包括多环共轭基团或-YW-Y'-,其中Y和Y'独立地包含芳基,W包含CR 2 R 3 N 3基团; 其中R 1是氢或包含烷基或芳基; R 2是氢或包含烷基或芳基; R 3和R 3包括烷基或芳基,或者可以与R 2基团一起形成环结构; (b)电荷产生化合物; 和(c)所述电荷输送化合物和所述电荷产生化合物所位于的导电基底。

    Linked dihydrazone-based charge transport compounds
    10.
    发明授权
    Linked dihydrazone-based charge transport compounds 失效
    连接的腙基电荷输送化合物

    公开(公告)号:US06899984B2

    公开(公告)日:2005-05-31

    申请号:US10431135

    申请日:2003-05-07

    摘要: This invention relates to a novel organophotoreceptor that includes: (a) a charge transport compound having the formula where n is an integer from 0 to 1 inclusive; X is an (N,N-disubstituted)arylamine, such as a carbazole group, a julolidine group, or a p-(N,N-disubstituted)arylamine group (which can be a triarylamine, an alkyldiarylamine or a dialkylarylamine); Ar is an aryl group or a heterocyclic group; A is a linking group having the formula —S—(CH2)m—S— where m is an integer from 1 to 15 inclusive and; B is a second linking group with the formula —(CH2)p— which can be branched or linear, where p is an integer from 3 and 20 inclusive and where one or more methylene groups can be optionally replaced by O, S, a carbonyl group, urethane, urea, an ester group, a —NR21 group, a CHR22 group, or a CR23R24 group where R21, R22, R23 and R24 are, independently, H, hydroxyl, thiol, an amine group, an alkyl group, an alkaryl group, an aryl group, or part of a ring; (b) a charge generating compound; and (c) an electrically conductive substrate over which the charge transport compound and the charge generating compound are located.

    摘要翻译: 本发明涉及一种新型有机光感受器,其包括:(a)具有下式的电荷传输化合物,其中n为0至1的整数,包括0和1; X是(N,N-二取代)芳基胺,例如咔唑基,久洛尼碱基或对 - (N,N-二取代)芳基胺基(其可以是三芳基胺,烷基二芳基胺或二烷基芳基胺); Ar是芳基或杂环基; A是具有式-S-(CH 2 CH 2)m -S-的连接基团,其中m是1至15的整数,包括1和15; B是具有式 - (CH 2)2 - 的第二连接基团,其可以是支链或直链的,其中p是3和20的整数,其中一个 或更多个亚甲基可以任选地被O,S,羰基,氨基甲酸酯,脲,酯基,-NR 21基团,CHR 22基团, 或其中R 21,R 22,R 23,R 23,R 23,R 23, >和R 24独立地是H,羟基,硫醇,胺基,烷基,烷芳基,芳基或环的一部分; (b)电荷产生化合物; 和(c)电荷输送化合物和电荷产生化合物所位于的导电基底。